Process of dyeing with substituted sulphur dyestuffs



Patented Aug. 23, 1932 UNITED STATES PA ENT OFFICE,

ERWIN KRAMER, OF COLOGNE-DEUTZ, ZBERNHARD BOLLW'IEG, OF LEViERKUSEN-ON-THE: Y RHIN E, AND LUDWIG ZEH, OF WIESDORF-ON-THE-RHINE, GERMANY, ASSIGNORS TO GENERAL ANILINE DELAWARE WORKS, INC., 015 NEW YORK, N. Y., A CORPORATION OF rnocnss or nYEme wrrn smas'rrru'rnn suL'rnUn nYEsrUrr-s No Drawing. Original applicationfiled-June 21, 1928, Serial No. 287,342, and in Germany July 14, 1927. Divided and this application filed April 28, 1930. Serial No. 448,162.

The present invention relates to a processed dyestuifs can be prepared on vegetablefibers by dyeing in the usual manner the fibers with one of the above mentioned sulphur dyestuiis, rinsing the goods and treating them with a solution of an alkylating,

aralkylating or arylating agent (for instance,

with a solution of dimethylbenzyl-phenylammonium chloride) at an elevated temperature, favorably in a boiling bath and preferably in the presence of an agent capable of exerting a reducing action and of a small amount of alkali, said process being described in U. S. Patent No. 688,999..

By working at a lower temperature or without the addition of a reducing agent, the

development is retarded and it may, according to the agents used in the subsequent treatment, entirely fail to take place. The dyeings obtained display very satisfactory fastness to boiling and kier boiling. Our new dyestuffs yield clear red shades of a quality which was not obtainable hitherto by means of sulphur dyestuffs.

The following example illustrates theinvention EmampZe.Tl1e dyeing obtained on cotton with the sulphur dyestufi produced from binaphthylene dioxide by heating the same with sulphur monochloride at 80--120 C. and afterwards for several hours at 220240 C.

according to Example 2 of U. S. Patentand 10 grams of dimethylbenzylphenyl-ammonium chloride per liter. In this manner is obtained a clear red dyeing, very fast to boiling and kier boiling.

By employing in this example trimethylphenylammonium chloride as the developer, a beautiful red is likewise obtained. Epichlorhydrin and monochlorhydrin yield duller shades. With the dyestuff obtainable by heating binaphthylene dioxide with sulphur at 240280 C. for several hours and being produced in accordance with Example 1 of U. S. Patent 1,758,324 and dimethylbenzylphenylammonium chloride, a clear reddish orange results, and with trimethyL phenylammonium chloride a reddish yellow brown.

This application is a division of our application Ser. No. 287, 342, filed June 21, 1928.

We claim:

1. The process which comprises dyeing vegetable fibers with a sulphur dyestuif obtainable by reacting upon binaphthylene di oxide with a sulphurating agent at a temperature between 170 and 300 C. rinsing and boiling the fibers in an aqueous bath containing a small amount of alkali, a reducing agent and a compound of the group consisting of the alkylating, aralkylating and arylating agents.

2. The process which comprises dyeing vegetable fibers with a sulphur dyestuflt' obtainable by reacting upon binaphthylene dioxide with a 'sulphurating agent at a temperature between 170 and 300 0., rinsing and i boiling the fibers in an aqueous bath containing an alkylating agent, a. small amount of alkali and a reducing agent.

3. The process which comprises dyeing vegetable fibers with a sulphur dyestufi obtainable by reacting upon binaphthylene di- 1 oxide with a sulphurating agent at a temperature between 17 9 and 300 (3., and drawing the fibers for 10-20. minutes through a boiling bath Eontaining trimethylphenyl ammonium chloride, a small amount of hydrosulphite and a small amount of caustic soda.

4. Fibers. dyed with a sulphur dyestufi, obtainable by reacting upon binaphthylene dioxide with a sulphurating agent at a temperature between 170 and 300 C. and after treating en the fiber with an alkylating, aral- 'kylating or arylating agent.

5. Fibers dyed wlth a sulphur dyestufl, 'obtainable by reacting upon 'binaphthylene dioxide with a sulphurating agent at a. temperature between 170 and 300 C. and after' treating on the fiber with trimethylphenyl ammonium chloride.

ERWIN RALIER. BERNHARD BOLLWEG. LUDWIG ZEH. 

